Réaction #544721

Équation de réaction

ester

[3-(3-bromo-5-cyano-phenoxy)-2-fluoro-4-nitro-phenyl]-acetic acid ethyl ester

NH4Cl

→

[4-amino-3-(3-bromo-5-cyano-phenoxy)-2-fluoro-phenyl]-acetic acid ethyl ester

Rendement 98.7%

Solvants

EtOH

H2O

Conditions de réaction

Traitement

1. 1
   Températureto reflux for 2 h
2. 2
   Filtrationfiltered through CELITE®
3. 3
   LavageThe filter cake was washed with EtOAc (200 mL)
4. 4
   Autrethe aqueous and organic layers were separated
5. 5
   Lavagethe organic layer was washed with brine (2×60 mL)
6. 6
   SéchageThe solution was dried with anhydrous MgSO4
7. 7
   Autreevaporated

Mode opératoire

A solution of ester (117a, 4.34 g, 10.26 mmol), Fe powder (2.40 g, 43.07 mmol), and NH4Cl (2.30 g, 43.07 mmol) in EtOH (80 mL) and H2O (40 mL) was heated to reflux for 2 h. The solution was cooled to RT and filtered through CELITE®. The filter cake was washed with EtOAc (200 mL), the aqueous and organic layers were separated, and the organic layer was washed with brine (2×60 mL). The solution was dried with anhydrous MgSO4, and evaporated to provide 3.98 g (98%) of the [4-amino-3-(3-bromo-5-cyano-phenoxy)-2-fluoro-phenyl]-acetic acid ethyl ester (117b).

Source